Synthesis and evaluation of fluorogenic 2-amino-1,8-naphthyridine derivatives for the detection of bacteria

Varadi, Linda, Gray, Mark, Groundwater, Paul W., Hall, Andrew J., James, Arthur L., Orenga, Sylvain, Perry, John D., Anderson, Rosaleen J. (2012) Synthesis and evaluation of fluorogenic 2-amino-1,8-naphthyridine derivatives for the detection of bacteria. Organic and Biomolecular Chemistry, 10 (13). pp. 2578-2589. ISSN 1477-0520. (doi:10.1039/c2ob06986e) (The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided) (KAR id:43449)

The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided.
Official URL: http://dx.doi.org/10.1039/c2ob06986e

Abstract

Several novel fluorogenic N-aminoacylnaphthyridine substrates were synthesized in good yield and tested for their ability to detect pathogenic bacteria in agar-based cell culture. Simple 2-N-(?-alanyl)amino-5,7- dialkylnaphthyridine substrates were selectively hydrolysed by ?-alanylaminopeptidase expressing bacteria, but were subject to diffusion in the agar medium. Diffusion was reduced in the 2-N-(?-alanyl)amino-7- alkylnaphthyridine substrates with longer alkyl chains, but inhibition of growth was increased. 2-N-(?-Alanyl)amino-7-octylnaphthyridine inhibited the growth of all species tested, except for strains resistant to colistin/polymyxin, providing a rationale for the development of substrates for the selective detection of drug resistant species in clinical samples

Item Type:	Article
DOI/Identification number:	10.1039/c2ob06986e
Uncontrolled keywords:	Agar medium; Alkyl chain; Clinical samples; Colistin; Fluorogenics; Good yield; Pathogenic bacterium; Selective detection
Subjects:	Q Science > QD Chemistry
Institutional Unit:	Schools > Medway School of Pharmacy
Former Institutional Unit:	Divisions > Division of Natural Sciences > Medway School of Pharmacy
Depositing User:	Andrew Hall
Date Deposited:	17 Oct 2014 11:14 UTC
Last Modified:	20 May 2025 09:54 UTC
Resource URI:	https://kar.kent.ac.uk/id/eprint/43449 (The current URI for this page, for reference purposes)

University of Kent Author Information

Hall, Andrew J..

Creator's ORCID:	https://orcid.org/0000-0001-8849-7063
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